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Cayman Islands

$88+ Cheap flights from Boston (BOS) to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
BOS — GCM
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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Cheap flight deals from Boston to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Boston (BOS) to Cayman Islands (KY0). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Find flight deals from Boston to Cayman Islands

Cheapest flights from Boston to Cayman Islands
Explore the most affordable flight options available from Boston to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This JetBlue deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/1110:00 amBOS - GCM
Nonstop4h 18mJetBlue
Mon 12/163:18 pmGCM - BOS
Nonstop4h 02mJetBlue
Deal found 11/18$274
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:25 amBOS - GCM
1 stop7h 17mDelta
Mon 12/161:57 pmGCM - BOS
1 stop9h 47mDelta
Deal found 11/19$298
This American Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/116:13 pmBOS - GCM
2 stops17h 47mAmerican Airlines
Mon 12/163:35 pmGCM - BOS
2 stops16h 55mAmerican Airlines
Deal found 11/19$303
This United Airlines deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/137:38 pmBOS - GCM
1 stop20h 57mUnited Airlines
Sun 12/155:35 pmGCM - BOS
1 stop18h 45mUnited Airlines
Deal found 11/19$317
This Air Canada deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/16:10 amBOS - GCM
1 stop8h 50mAir Canada
Sun 12/84:00 pmGCM - BOS
2 stops18h 08mAir Canada
Deal found 11/19$539
This Mytrip deal was found by Cheapflights users on 11/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/246:10 amBOS - GCM
1 stop8h 50mMultiple Airlines
Mon 12/24:45 pmGCM - BOS
1 stop16h 48mMultiple Airlines
Deal found 11/18$544
This Southwest deal was found by Cheapflights users on 11/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2210:35 pmBOS - GCM
2 stops14h 20mSouthwest
Sat 12/282:15 pmGCM - BOS
2 stops10h 10mSouthwest
Deal found 11/20$709
This Kiwi.com deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/216:30 amBOS - CYB
1 stop6h 50mMultiple Airlines
Wed 12/253:55 pmCYB - BOS
2 stops31h 20mMultiple Airlines
Deal found 11/19$777

Find flights from Boston to Cayman Islands within your budget

Customize your flight search to find flights from Boston to Cayman Islands that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

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Fly to

Any airport

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 12/11

10:00 am-2:18 pm

Nonstop4h 18m

George Town Owen Roberts Intl

Mon 12/16

3:18 pm-7:20 pm

Nonstop4h 02m

$274

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/25

5:45 am-4:35 pm

1 stop10h 50m

George Town Owen Roberts Intl

Sat 2/1

5:45 pm-9:55 am

1 stop16h 10m

$288

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 12/11

5:25 am-12:42 pm

1 stop7h 17m

George Town Owen Roberts Intl

Mon 12/16

1:57 pm-11:44 pm

1 stop9h 47m

$298

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 1/1

5:15 am-4:20 pm

1 stop11h 05m

George Town Owen Roberts Intl

Fri 1/10

3:35 pm-9:10 am

2 stops17h 35m

$303

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 12/1

6:10 am-3:00 pm

1 stop8h 50m

George Town Owen Roberts Intl

Sun 12/8

4:00 pm-10:08 am

2 stops18h 08m

$539

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 1/9

5:49 pm-9:20 pm

2 stops27h 31m

George Town Owen Roberts Intl

Mon 1/13

7:00 am-9:28 am

3 stops26h 28m

$565

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 12/2

10:35 pm-12:55 pm

2 stops14h 20m

George Town Owen Roberts Intl

Mon 12/9

1:50 pm-10:25 pm

2 stops8h 35m

$586

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Fri 1/17

3:45 pm-1:20 pm

1 stop21h 35m

Cayman Brac Gerrard-Smith

Sun 1/19

8:30 am-5:56 pm

2 stops9h 26m

$701

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/18

9:50 am-2:20 pm

Nonstop4h 30m

$88

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 1/19

5:40 am-12:44 pm

1 stop7h 04m

$97

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Showing 1-10 of 16 results
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Best time to book a flight from Boston to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Boston with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Boston to Cayman Islands

Get recent, data-driven insights about flights from Boston to Cayman Islands including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Boston to Cayman Islands?

Currently, January is the cheapest month in which you can book a flight from Boston to Cayman Islands (average of $467). Flying from Boston to Cayman Islands in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from BOS to KY?

Find hourly flight availability from Boston to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

When flying from Boston to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated November 20, 2024.
Peruse reviews from past customers who have flown with United Airlines, Delta and American Airlines from Boston to Cayman Islands to help guide your decision. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,756 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

JetBlue
7.5
Good
3,394 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
9,171 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

WestJet
7.3
Good
2,811 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,756 reviews

Overall

8.0

Entertainment

7.9

Comfort

7.9

Crew

8.5

Boarding

8.2

Food

7.3

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Boston to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Boston to Cayman Islands?

    Boston Logan Intl (BOS), located 2.6 mi from the city center, is the airport you fly out of when you book flights from Boston to Cayman Islands.

  • What are the cheapest airlines to fly from Boston to Cayman Islands one-way?

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $88. Users have also found prices from $97 and $103 on Delta and American Airlines, respectively.

  • What are the cheapest flights from Boston to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $68. While the most popular route (Boston Logan Intl - George Town Owen Roberts Intl) can be booked for $278 on average our data indicates $283 when flying from Boston to Cayman Islands.

  • Can I find deals for flights from Boston to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Boston to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Boston to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Boston to Cayman Islands.

  • Can I find deals for business class flights from Boston to Cayman Islands?

    Yes. Cheapflights offers flight deals from Boston to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Boston to Cayman Islands?

    Currently, January is the cheapest month in which you can book a flight from Boston to Cayman Islands (average of $467). Flying from Boston to Cayman Islands in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Boston to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Boston to Cayman Islands

Discover the top 5 airlines that operate flights from Boston to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$260Average$568FlexibilityNo cancel feeOn-time62%
DeltaCheapest$287Average$429FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$289Average$500FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$293Average$474FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$343Average$417FlexibilityNo cancel feeOn-time67%
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